2,4-Dinitrobenzenediazonium ions react with thiophen and both methylthiophens in acidic media to yield the corresponding dinitrophenylthiophens; under similar reaction conditions benene was recovered unchanged, while anisole and the diazonium salt couple to give the corresponding azo-dye; thianaphthen also arylates but 2- and 3-methylthianaphthen couple to give azo-dyes.
M. G. Bartle, R. K. Mackie and J. M. Tedder, J. Chem. Soc., Chem. Commun., 1974, 271 DOI: 10.1039/C39740000271
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